I would shovel their sidewalk for no other reason than they were my mothers age.

If you are and plan on making sure the garbage is out correctly and snow is removed from the sidewalks it may work. 

As well as floor boards and step treads at the deck need replaced COMPLETE TEAR-DOWN Mortar Joints in front porch steps Front sidewalk is spalling.

They are very honest,, elderly couple on SS, he does shovel some sidewalk at no charge and salt it.   ...thoughts? 

I have to excavate the sidewalk in order to run a new pipe.

This is what I see from right to left:6 cop cars lining the street so no one can enter or leave.12 cops on the sidewalk looking confused.3 contractors on the stoop of the property protecting it.2 angry guys with a truck next to the property.The problem started with the angry guys so I walk up and put on my late night dj voice and talk slow, “ Hi my name is Jared, I believe I purchased this property on Monday from the seller.

Do the streets have sidewalks?

The Connecticut statute also specifically provides protection to the tax deed purchaser against any liability for any condition existing or occurrence upon the property or adjoining public sidewalks and streets, or for any failure to act to remedy or investigate any such condition or occurrence during such redemption period. 

Footage of the property for landscape area as well as parking/sidewalk areas?

Maybe they'll spend some money on the lighting and sidewalks and the road nearby, but don't give it too much weight.